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Windward
Windward
Windward
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Windward

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Windward

5 6 10
Description Amenities Location
This property is not currently available to be booked online.
[[ _PQC.models.quote.totalWithTaxUndiscounted | currency:'$':2 ]]
[[_PQC.models.quote.totalNetWithTax | currency:'$':2 ]] net (USD)
[[_PQC.models.quote.totalWithTax | currency:'$':2 ]] rrp
[[ _PQC.models.quote.totalWithTax | currency:'$':2 ]] USD
[[ _PQC.models.quote.datesISO.nights ]] [[ _PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']], incl. taxes & fees
Based on guests
Please call us or make an enquiry for the best rates.
This property cannot be booked online. Please call us or make an enquiry for the best rates. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is available for the dates selected but we're unable to generate a quote for you at this time. Please contact us to get a quote. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
The property you've chosen is not available at that time. Please try some other dates! A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is only available from Saturday to Saturday. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is only available for a minimum stay of [[_PQC.models.quote.minNights]] nights for the selected dates.
This property is not available for check-in on [[_PQC.models.quote.datesISO.from | date:'dd MMMM yyyy']]. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is not available for check-out on [[_PQC.models.quote.datesISO.to | date:'dd MMMM yyyy']]. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property cannot be booked online 48 prior to check-in. Please make a reservation request below or call us on 1-407-495-2595. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
You save [[ (_PQC.models.quote.grossDiscount || (_PQC.models.quote.totalWithTaxUndiscounted - _PQC.models.quote.totalWithTax)) | currency:'$':2 ]] on these dates
Based on guests
Book now Secure today for [[ _PQC.models.quote.deposit | currency:'$':2 ]] You won't be charged yet
Spread the cost

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Our Travel Planners are here to help you book your perfect vacation home.

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Up to $2000 in concierge credit when booking this home

Limited time offer

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Description

Windward is a luxurious 5-bedroom, 6-bathroom villa in Sandy Ground, Westmoreland Parish, offering an elegant Jamaican escape for up to 10 guests. Set against beautiful ocean views, this inviting retreat blends comfort, privacy and relaxed island style. The main house features four king bedrooms, each with its own en-suite bathroom, while an additional 1-bedroom apartment provides extra space and seclusion. One of the bedrooms includes two king-size beds, making the layout ideal for families or groups travelling together. Air conditioning, ceiling fans, Wi-Fi, fresh linens and towels, and thoughtful home comforts ensure an easy and restful stay.

Designed for outdoor living, Windward features a sparkling private pool, a stylish pool bar, a veranda, terrace, landscaped gardens and comfortable lounge areas for soaking up the scenery. Guests can enjoy alfresco meals from the outdoor kitchen and BBQ, with dining space for relaxed gatherings in the warm Caribbean air.

Key Features

  • 5 bedrooms
  • 6 bathrooms
  • Sleeps 10
  • Private pool
  • Ocean, sea, beach, water, and mountain views
  • Waterfront and near-ocean setting
  • Landscaped gardens
  • Veranda, terrace, and patio
  • Wi-Fi
  • Parking

Bedrooms

  • Bedroom 1 with king-size bed and en-suite bathroom
  • Bedroom 2 with king-size bed and en-suite bathroom
  • Bedroom 3 with king-size bed and en-suite bathroom
  • Bedroom 4 with king-size bed and en-suite bathroom
  • Bedroom 5 with 2 king-size beds and en-suite bathroom
  • Air conditioning
  • Ceiling fans
  • Bed linen and towels included

Living & Dining Areas

  • Sofa
  • Lounge seating area
  • Dining room
  • Dining table and chairs
  • Seating area
  • Books

Kitchen & Outdoor Cooking

  • Cookware and kitchen utensils
  • Hob, stove, oven, and microwave
  • Fridge/freezer and freezer
  • Kettle, toaster, blender, and coffee maker
  • Spices
  • Outdoor kitchen
  • BBQ grill

Pool & Outdoor Areas

  • Private pool
  • Heated pool
  • Outdoor pool
  • Pool bar
  • Outdoor furniture
  • Beach towels
  • Landscaped gardens
  • Veranda
  • Terrace
  • Patio

Services & Comfort

  • Washer and dryer
  • Iron and ironing board
  • Hair dryer
  • Air conditioning
  • Ceiling fans
  • Children welcome

Entertainment & Safety

  • TV
  • Smart TV
  • Smoke detectors
  • Fire extinguisher
  • External lighting
  • Private entrance

Staff & Services Included

  • Chef and housekeeper included

House Rules

  • Smoking is not permitted at the property
  • Pets are not permitted
  • Parties are permitted
  • The property accommodates up to 10 guests
World Travel Awards Winners
This home is part of the world's leading villa collection World Travel Awards Winner

Experience the Top Villas Difference

Excellence comes as standard giving you what you deserve at every stay

Only the best homes
Only the best homes
Top home amenities as standard
Top home amenities as standard
Local Travel Planners
Local Travel Planners
Top locations
Top locations
Professionally cleaned
Professionally cleaned
Contactless check-in
Contactless check-in
Fresh towels and linen
Fresh towels and linen
24/7 Support
24/7 Support
Fast Wi-Fi
Fast Wi-Fi

Amenities

  • Air Conditioning
  • Landscaped Gardens
  • Wifi
  • BBQ
  • Bedding and towels included
  • Children Welcome
  • Parking

Bedroom Details

  • 6 King-size beds
  • 5 En-suite bathroom

Travel Extras

Book with Top Villas and you'll be assigned a dedicated guest experience manager. Upon request, they will arrange everything you need to enjoy the perfect stay. Options include:

Car Rental
Car Rental
Attraction Tickets
Attraction Tickets
Grocery Packs
Grocery Packs
Outdoor Rental
Outdoor Rental
Airport Transfers
Airport Transfers
Private Chef
Private Chef
Celebration Packs
Celebration Packs
Baby Equipment
Baby Equipment
Spa
Spa

Availability

Booking Policies

Home Details Home Details

  • Check in from 15:00
  • Check out by 11:00
  • Early check in or late check out available on request (fees may apply)

Home Details Payment Conditions

  • The down payment to secure this home is 50%
  • The final balance is due 65 days prior to arrival
  • The balance is due at the time of booking, if your reservation is within 65 days of arrival
  • We accept all major credit/debit cards, bank transfer, check or cash

Home Details House Rules

  • No RVs, no trailers, no smoking, no parties or events
  • We would appreciate guests travelling with service animals to notify us prior to travel.

Home Details Cancellation Policy

  • More than 65 days before check-in: Booking deposit forfeited; any villa balance already paid is refunded.
  • 65 days or less before check-in: 100% of the villa cost is forfeited.
  • With cancellation insurance - Up to 100% Refunded - Contact us for details
Nationwide Insurance

Travel insurance

Available to purchase on checkout

  • Cancel for any reason for a refund up to 100%
  • Protection for hurricanes, natural disasters & sickness
  • Medical coverage, evacuations & baggage loss or delay included
  • Protection for all of the travelers in your group

Need more information?

If you have any queries or need further information, you can contact us anytime via live chat or telephone. Our Travel Planners will be happy to help in any way they can.

1-407-495-2595

Brochure

Download brochure for Windward
This property is not currently available to be booked online.
[[ _PQC.models.quote.totalWithTaxUndiscounted | currency:'$':2 ]]
[[_PQC.models.quote.totalNetWithTax | currency:'$':2 ]] net (USD)
[[_PQC.models.quote.totalWithTax | currency:'$':2 ]] rrp
[[ _PQC.models.quote.totalWithTax | currency:'$':2 ]] USD
[[ _PQC.models.quote.datesISO.nights ]] [[ _PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']], incl. taxes & fees
Based on guests
Please call us or make an enquiry for the best rates.
This property cannot be booked online. Please call us or make an enquiry for the best rates. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is available for the dates selected but we're unable to generate a quote for you at this time. Please contact us to get a quote. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
The property you've chosen is not available at that time. Please try some other dates! A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is only available from Saturday to Saturday. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is only available for a minimum stay of [[_PQC.models.quote.minNights]] nights for the selected dates.
This property is not available for check-in on [[_PQC.models.quote.datesISO.from | date:'dd MMMM yyyy']]. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is not available for check-out on [[_PQC.models.quote.datesISO.to | date:'dd MMMM yyyy']]. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property cannot be booked online 48 prior to check-in. Please make a reservation request below or call us on 1-407-495-2595. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
You save [[ (_PQC.models.quote.grossDiscount || (_PQC.models.quote.totalWithTaxUndiscounted - _PQC.models.quote.totalWithTax)) | currency:'$':2 ]] on these dates
Based on guests
Book now Secure today for [[ _PQC.models.quote.deposit | currency:'$':2 ]] You won't be charged yet
Spread the cost

Book with confidence 100% financial protection with
Contact

Our Travel Planners are here to help you book your perfect vacation home.

Call us 1-407-495-2595 Whatsapp Make an enquiry
Not ready to book?

Quote Breakdown

An overview of how the quote is calculated.


Dates:
From [[_PQC.models.mainDatepicker.dates.checkin.format('Do MMM YYYY')]] to [[_PQC.models.mainDatepicker.dates.checkout.format('Do MMM YYYY')]]

You save [[ (_PQC.models.quote.grossDiscount || (_PQC.models.quote.totalWithTaxUndiscounted - _PQC.models.quote.totalWithTax)) | currency:'$':2 ]]
Rental (based on [[_PQC.models.quote.extras.additionalPersonsBasedOn]] guests) [[ _PQC.models.quote.undiscounted | currency:'$':2 ]]
Rental Discount -[[ _PQC.models.quote.discount | currency:'$':2 ]]
[[ compulsoryExtra.extra_name ]] [[ _PQC.models.quote.extras.chosenTotal[compulsoryExtra.id] | currency:'$':2 ]]
Number of guests   [[ _PQC.models.quote.extras.additionalPersonsCost | currency:'$':2 ]]
An additional $0.00 is charged per night for each additional guest over [[_PQC.models.quote.extras.additionalPersonsBasedOn]] guests
Cleaning Fee [[ _PQC.models.quote.cleaningFee | currency:'$':2 ]]
Accidental damage fee [[ _PQC.models.quote.insurance | currency:'$':2 ]]
Cancellation insurance [[ _PQC.models.quote.extras.cancellationInsurance | currency:'$':2 ]]
Tax ([[ _PQC.models.quote.taxRate ]]%) [[ _PQC.models.quote.taxTotalAdded | currency:'$':2 ]]
Service fee [[_PQC.models.quote.serviceFee | currency:'$': 2 ]]
Agent discount - [[_PQC.models.quote.agentDiscount | currency:'$': 2 ]]
Estimated commission rebate [[_PQC.models.quote.commission | currency:'$': 2 ]]
Total [[ _PQC.models.quote.deposit > _PQC.models.quote.totalWithTax ? _PQC.models.quote.deposit : _PQC.models.quote.totalWithTax | currency:'$':2 ]] USD
Total Net [[ _PQC.models.quote.deposit > _PQC.models.quote.totalNetWithTax ? _PQC.models.quote.deposit : _PQC.models.quote.totalNetWithTax | currency:'$':2 ]]
Total RRP [[ _PQC.models.quote.deposit > _PQC.models.quote.totalWithTax ? _PQC.models.quote.deposit : _PQC.models.quote.totalWithTax | currency:'$':2 ]]
Payable now ([[ _PQC.models.quote.depositRate ]]% deposit) [[ _PQC.models.quote.deposit | currency:'$':2 ]] USD
Payable now [[ _PQC.models.quote.totalWithTax | currency:'$':2 ]] [[ _PQC.models.quote.totalNetWithTax | currency:'$':2 ]]
Reservations made for stays starting within the next 8 weeks require full payment.

Payment schedule
Payment 1: Due at time of booking [[ _PQC.models.quote.deposit | currency:'$':2 ]]
Payment 2: Due [[ _PQC.models.quote.balanceDueDate ]] [[ _PQC.models.quote.totalWithTax - _PQC.models.quote.deposit | currency:'$':2 ]]
Security Deposit [[ _PQC.models.quote.security | currency:'$':2 ]]
The refundable security deposit will be collected separately before check-in.
Optional pool heating (before tax and fees) [[ _PQC.models.quote.extras.pool | currency:'$':2 ]]
This property is not currently available to be booked online.
[[ _PQC.models.quote.totalWithTaxUndiscounted | currency:'$':2 ]]
[[_PQC.models.quote.totalNetWithTax | currency:'$':2 ]] net (USD)
[[_PQC.models.quote.totalWithTax | currency:'$':2 ]] rrp
[[ _PQC.models.quote.totalWithTax | currency:'$':2 ]] USD
[[ _PQC.models.quote.datesISO.nights ]] [[ _PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']], incl. taxes & fees
Based on guests
Based on guests
Book now Secure today for [[ _PQC.models.quote.deposit | currency:'$':2 ]] You won't be charged yet
Please call us or make an enquiry for the best rates.
This property cannot be booked online. Please call us or make an enquiry for the best rates. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is available for the dates selected but we're unable to generate a quote for you at this time. Please contact us to get a quote. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
The property you've chosen is not available at that time. Please try some other dates! A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is only available from Saturday to Saturday. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is only available for a minimum stay of [[_PQC.models.quote.minNights]] nights for the selected dates.
This property is not available for check-in on [[_PQC.models.quote.datesISO.from | date:'dd MMMM yyyy']]. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property is not available for check-out on [[_PQC.models.quote.datesISO.to | date:'dd MMMM yyyy']]. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].
This property cannot be booked online 48 prior to check-in. Please make a reservation request below or call us on 1-407-495-2595. A minimum stay of [[_PQC.models.quote.minNights]] nights applies; you’ve selected [[_PQC.models.quote.datesISO.nights]] [[_PQC.models.quote.datesISO.nights == 1 ? 'night' : 'nights']].

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Windward